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一种用于从简单底物一锅法合成全取代六氢异吲哚啉酮的四级串联反应方案。

A quadruple cascade protocol for the one-pot synthesis of fully-substituted hexahydroisoindolinones from simple substrates.

作者信息

Zhang Hong-Bo, Luo Yong-Chun, Hu Xiu-Qin, Liang Yong-Min, Xu Peng-Fei

机构信息

State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering Lanzhou University, Lanzhou 730000, P. R. China.

出版信息

Beilstein J Org Chem. 2016 Feb 11;12:253-9. doi: 10.3762/bjoc.12.27. eCollection 2016.

DOI:10.3762/bjoc.12.27
PMID:26977184
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC4778526/
Abstract

A new and efficient synthetic method to obtain fully-substituted hexahydroisoindolinones was developed by using bifunctional tertiary amine-thioureas as powerful catalysts. As far as we know, there is no efficient synthetic method developed toward fully-substituted hexahydroisoindolinones. The products were obtained in good yield and diastereoselectivity. The one-pot cascade quadruple protocol features readily available starting materials, simple manipulation, mild conditions and good atom economy.

摘要

通过使用双功能叔胺-硫脲作为高效催化剂,开发了一种全新且高效的合成方法来制备全取代六氢异吲哚啉酮。据我们所知,尚未有针对全取代六氢异吲哚啉酮的高效合成方法。产物的收率和非对映选择性良好。该一锅串联四步反应具有起始原料易得、操作简单、条件温和及原子经济性好等特点。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/27ee/4778526/4a4723aa589c/Beilstein_J_Org_Chem-12-253-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/27ee/4778526/bd90d3479215/Beilstein_J_Org_Chem-12-253-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/27ee/4778526/0771d3e7b3a9/Beilstein_J_Org_Chem-12-253-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/27ee/4778526/4a4723aa589c/Beilstein_J_Org_Chem-12-253-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/27ee/4778526/bd90d3479215/Beilstein_J_Org_Chem-12-253-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/27ee/4778526/0771d3e7b3a9/Beilstein_J_Org_Chem-12-253-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/27ee/4778526/4a4723aa589c/Beilstein_J_Org_Chem-12-253-g004.jpg

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